Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00524)
Name
Phenelzine
Synonyms    Click to Show/Hide the Synonyms of This API
Phenelzine; Phenethylhydrazine; 51-71-8; 2-Phenylethylhydrazine; Nardil; Fenelzyna; Fenelzyne; Hydrazine, (2-phenylethyl)-; beta-Phenylethylhydrazine; Phenelzinum; 2-Phenethylhydrazine; 1-Hydrazino-2-phenylethane; Phenethyl-hydrazine; (2-phenylethyl)hydrazine; HYDRAZINE, PHENETHYL-; W 1544-A; phenethyl hydrazine; UNII-O408N561GF; (2-Phenyl-ethyl)-hydrazine; CHEMBL1089; CHEBI:8060; O408N561GF; Fenelzina [INN-Spanish]; Fenelzyna [Polish]; Fenelzyne [Polish]; Phenelzinum [INN-Latin]; Fenelzina; Phenelzine [INN:BAN]; Phenylethylhydrazine; Phenelzine (BAN); (2-phenethyl)hydrazine; EINECS 200-117-9; BRN 0742354; HSDB 8127; 2-phenylethyldiazane; Nardil (Salt/Mix); PubChem16246; Spectrum_000851; Prestwick0_000170; Prestwick1_000170; Prestwick2_000170; Prestwick3_000170; Spectrum2_001009; Spectrum3_000677; Spectrum4_000475; Spectrum5_000990; Lopac-P-6777; 1-(2-phenethyl)hydrazine; CBChromo1_000176; .beta.-Phenylethylhydrazine; 1-(2-Phenylethyl)hydrazine; Lopac0_000971; SCHEMBL34335; BSPBio_000039; BSPBio_002373; KBioGR_000950; KBioGR_002265; KBioSS_001331; KBioSS_002266; 4-15-00-01269 (Beilstein Handbook Reference); DivK1c_000062; SPBio_001137; SPBio_001960; 1-(2-Phenylethyl)hydrazine #; BPBio1_000043; GTPL7266; DTXSID2041094; KBio1_000062; KBio2_001331; KBio2_002265; KBio2_003899; KBio2_004833; KBio2_006467; KBio2_007401; KBio3_001593; KBio3_002745; cMAP_000003; NINDS_000062; HMS3259L04; HY-B1018; 4752AE; BDBM50105417; MFCD00047825; ZINC19166991; AKOS000131105; CCG-205051; CS-4532; DB00780; MCULE-2911295500; NC00692; SDCCGSBI-0050944.P005; IDI1_000062; NCGC00015830-01; NCGC00015830-03; NCGC00015830-04; NCGC00015830-05; NCGC00015830-07; NCGC00015830-13; NCGC00162301-01; SBI-0050944.P004; DB-052010; AB00053520; FT-0631225; C07430; D08349; AB00053520_12; 047P825; A828737; Q1747559; BRD-K87024524-065-05-2; 14847-47-3
Clinical Status
Approved
Disease Indication Major depressive disorder ICD-11: 6A70 [1]
PubChem CID
3675
Formula
C8H12N2
Canonical SMILES
C1=CC=C(C=C1)CCNN
InChI
1S/C8H12N2/c9-10-7-6-8-4-2-1-3-5-8/h1-5,10H,6-7,9H2
InChIKey
RMUCZJUITONUFY-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=3675"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 136.19 Topological Polar Surface Area 38
XlogP 1.2 Complexity 77.3
Heavy Atom Count 10 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Phenelzine 15 mg tablet Click to Show/Hide the Full List of Formulation(s):          4 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c yellow no. 6; Magnesium stearate; Mannitol; Edetate disodium; Talc; Titanium dioxide; Polyethylene glycol 3350; Polyvinyl alcohol; Povidone; Silicon dioxide
                   Dosage Form Oral Tablet
                   Company Novel Laboratories
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [4]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c yellow no. 6; Magnesium stearate; Mannitol; Edetate disodium; Talc; Titanium dioxide; Polyethylene glycol 3350; Povidone; Silicon dioxide; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company Lupin Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c yellow no. 6; Magnesium stearate; Mannitol; Edetate disodium; Talc; Titanium dioxide; Polyethylene glycol 3350; Polyvinyl alcohol; Silicon dioxide; Povidones
                   Dosage Form Oral Tablet
                   Company Golden State Medical Supply
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 4 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Isopropyl alcohol; Magnesium stearate; Mannitol; Edetate disodium; Water; Croscarmellose sodium; Povidones
                   Dosage Form Oral Tablet
                   Company Greenstone; Parke-Davis Div of Pfizer Inc
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
          Phenelzine Sulfate 15mg/tablet tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Mannitol; Croscarmellose Sodium; Povidone, Unspecified; Edetate Disodium; Magnesium Stearate; Isopropyl Alcohol; Water
                   Dosage Form Tablet
                   Company Greenstone ; Parke-Davis Div Of Pfizer
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [6]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
References
1 FDA label for approved phenelzine from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
4 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
5 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
6 Synthesis and evaluation of dihydropyrroloquinolines that selectively antagonize P-glycoprotein. J Med Chem. 2004 Mar 11; 47(6):1413-22.

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